Search Cheap Flights to
Middlesboro

Photo by Alexis Wyrick

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Middlesboro Flights as Low as $183

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Bargain Flight
American Airlines
American Airlines
Bargain Flight
Bargain Flight
Frontier Airlines
United
American Airlines
Delta
American Airlines
Frontier Airlines
Frontier Airlines
Bargain Flight
Frontier Airlines
Frontier Airlines

Cheap Flights to Middlesboro

Fall in love at first flight with your vacation to Middlesboro by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Middlesboro on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middlesboro, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middlesboro

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middlesboro with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the TYS airport.

What is the cheapest month to fly to Middlesboro?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Middlesboro are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middlesboro?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 12 to choose from for your flight to Middlesboro.

What airport is best to fly into Middlesboro?

When you’re planning your trip to Middlesboro, convenience is the name of the game. Luckily, Middlesboro McGhee Tyson Airport is nearby so you can deplane and get going on checking off everything on your Middlesboro must-do list.

How much are flights to Middlesboro?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middlesboro on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $183, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Middlesboro?

The trick to saving a stack of cash on your flight to Middlesboro? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $183 right now, why wait?

Middlesboro Flight Information
Destination airport
McGhee Tyson
Destination airport IATA code
TYS
Roundtrip price
$183

Last Minute Hotel Deals in Middlesboro

Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (725 reviews)
"The property is very clean, all staff were so polite and courteous. Breakfast was very nice. Quite location, nestled in the trees. The park is a few minutes away, several restaurants close by. Don’t miss out on the downtown food options. Sunset view from the front of the building was awesome."

Reviewed on May 26, 2025

Sleep Inn & Suites
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (386 reviews)
"Clean room!"

Reviewed on May 23, 2025

Econo Lodge Middlesboro
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG
2.5 out of 5
1252 N 12th St, Middlesboro, KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (651 reviews)
"Seemed to be newly renovated. Everything was clean and comfortable. I have stayed all over the US. This stay was as enjoyable as they come. The staff was absolutely some of the friendliest anywhere. Definitely will be back."

Reviewed on May 18, 2025

Holiday Inn Express Middlesboro by IHG
Boone Trail Inn
Boone Trail Inn
2 out of 5
2105 US HIGHWAY 25 E, Middlesboro, KY
Stay at this motel in Middlesboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (91 reviews)
"Very Clean and Extremely Friendly Staff. Thanks for a Great Stay."

Reviewed on Apr 30, 2025

Boone Trail Inn
Suburban Studios Middlesboro
Suburban Studios Middlesboro
2 out of 5
1623 Cumberland Avenue Building B, Middlesboro, KY
Stay at this hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bell County Historical Society Museum and Middlesboro ...
7.8/10 Good! (48 reviews)
"Like another reviewer, I am not fond of motels with doors to the outside. However, she gave a good review so I decided to rent here. The room was very nice. Everything in it was fairly new and clean and no carpet. Love hard floors. Bathroom was very sparkling. Nice little kitchenette, although we ..."

Reviewed on Mar 2, 2025

Suburban Studios Middlesboro
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHG
2.5 out of 5
56 West Highway 92, Williamsburg, KY
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (954 reviews)
"Nice overnight stay when driving north from Florida. Clean. Convenient from I75. I would stay here again."

Reviewed on May 20, 2025

Holiday Inn Express Williamsburg by IHG
Pine Mountain State Resort Park
Pine Mountain State Resort Park
3 out of 5
1050 State Park Road, Pineville, KY
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (561 reviews)
"There where workman the first day but it was better after they were finished"

Reviewed on May 18, 2025

Pine Mountain State Resort Park
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State Line
2 out of 5
1417 5th Street, Jellico, TN
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (950 reviews)
"The property was under construction, so it was hard to give a decent rating. The room was clean, and that is what mattered."

Reviewed on May 22, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.